Winter Haven, FL Homes

• 

  

  

  /17

  $300,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  Larissa Plan at Sunset Hills, Winter Haven, FL 33881

  From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

  Starlight Homes Builder

  3136 Sunset Hills Rd Unit 36459374, Winter Haven, FL 33881
• 

  

  

  /11

  $750 Per Month

  • 1 Bed
  • 1 Bath
  • 120 Sq Ft
  • House for Rent

  2701 Ave T NW, Winter Haven, FL 33881

  Lovely room for rent - $750/Month (Utilities Included)Location: 2701 Avenue T NW Winter Haven FL 33881Monthly Rent: $750Looking for a cozy, affordable, and hassle-free living space? This bedroom is perfect for you!Features:Spacious bedroom with ample closet spaceBright room with natural lightFull kitchen with appliances includedUtilities (WATER,

  2701 Ave T NW, Winter Haven, FL 33881
• 

  

  /2

  $275,000

  Sold Dec 22, 2025

  2429 Avenue B SW Unit A,B, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $150/SF
  • 76 Days On Market

  Current Estimated Value $274,434

  Last Listing Agent Britzeida Pichardo LPT REALTY, LLC

  2429 Avenue B SW Unit A,B, Winter Haven, FL 33880
• 

  

  

  /27

  Not Listed For Sale

  6339 Grove Pointe Dr SE, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 2004

  6339 Grove Pointe Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 3 Days On Market
• 

  

  

  /79

  $750,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,575 Sq Ft

  440 Palma Ceia Rd, Winter Haven, FL 33884

  *Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom

  Jessica Estrada KELLER WILLIAMS ADVANTAGE III

  440 Palma Ceia Rd, Winter Haven, FL 33884
• 

  

  /22

  $4,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,266 Sq Ft
  • House for Rent

  236 Ruby Lake Ln, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

  Scott Kline KLINE REAL ESTATE SERVICES

  236 Ruby Lake Ln, Winter Haven, FL 33884
• 

  /2

  $269,000

  Sold May 28, 2026

  624 Avenue A NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft
  • Built 1937

  Last Sold Summary

  • $141/SF
  • 46 Days On Market

  Current Estimated Value $263,647

  Last Listing Agent Veronica Bard LA ROSA REALTY PRESTIGE

  624 Avenue A NE, Winter Haven, FL 33881
• 

  

  /65

  Not Listed For Sale

  6116 Grand Oaks Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Built 1989

  6116 Grand Oaks Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 3 Days On Market
• 

  

  /43

  $174,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  341 Avenue L NE, Winter Haven, FL 33881

  Charming & Renovated Single Family Home With NO HOA & Great Investment Potential! Welcome to this cozy 3 Bed, 1 Bath residence that features a seamless open floor plan, with a bright living room and dining room combo that flows into the modern kitchen. The interior has been thoughtfully updated with luxury vinyl and tile flooring throughout, providing a stylish and easy-to-clean environment. The

  Guanhua Zhang KN PREMIER REALTY, INC

  341 Avenue L NE, Winter Haven, FL 33881
• 

  

  /14

  $1,525 Per Month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • 1708

  1708 2nd St NW, Winter Haven, FL 33881

  Well maintained 2Br 2 Ba Duplex property with crown molding, tile and carpet. Central air and head with small lanai. Washer and Dryer included. Dishwasher also included

  1708 2nd St NW, Winter Haven, FL 33881
• 

  /2

  $259,900

  Sold Dec 23, 2025

  4020 Cypress Landing S, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Built 1985

  Last Sold Summary

  • $155/SF
  • 49 Days On Market

  Current Estimated Value $260,922

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  4020 Cypress Landing S, Winter Haven, FL 33884
• 

  

  /48

  Not Listed For Sale

  4537 Redwood St, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1984

  4537 Redwood St, Winter Haven, FL 33880

  Last Sold Summary

  • 3 Days On Market
• 

  

  /22

  $364,999

  New Construction $1K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,471 Sq Ft

  5373 San Pietro Dr, Winter Haven, FL 33884

  Virtually Staged. Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main

  Dale Human CASA FRESCA REALTY

  5373 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /15

  $1,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • House for Rent

  1705 3rd St NW Unit A, Winter Haven, FL 33881

  1/2 DUPLEX - UNIT A Be the next to enjoy this newer construction (2023) 3-bedroom, 2-bathroom duplex unit offering 1,472 sq ft of modern living! Unit A features a bright open-concept floor plan with tile flooring throughout the entire unit, a spacious living room and dining room area, and a well-appointed kitchen with stainless steel appliances, granite countertops, and ample cabinetry. The home

  Chelsey Collins LA ROSA REALTY PRESTIGE

  1705 3rd St NW Unit A, Winter Haven, FL 33881
• 

  /2

  $288,990

  Sold Dec 08, 2025

  1696 Hummingbird Rd, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 2025

  Last Sold Summary

  • 18% Below List Price
  • $168/SF
  • 72 Days On Market

  Current Estimated Value $289,149

  Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1696 Hummingbird Rd, Winter Haven, FL 33884
• 

  

  /42

  Not Listed For Sale

  120 Pangola Dr, Winter Haven, FL 33880

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 1985

  120 Pangola Dr, Winter Haven, FL 33880

  Last Sold Summary

  • 12 Days On Market
• 

  

  /26

  $359,999

  New Construction $12K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,470 Sq Ft

  5457 San Pietro Dr, Winter Haven, FL 33884

  Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen.

  Dale Human CASA FRESCA REALTY

  5457 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /7

  $1,269 Per Month

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Condo for Rent

  513 Ave J SE, Winter Haven, FL 33880

  Well-maintained 2 bedroom, 1 bathroom duplex featuring terrazzo throughout and several recent updates. The home offers a functional layout with a bright living area, comfortable bedrooms, and easy-to-maintain finishes. Conveniently located near shopping centers, dining, and major employers. Ideal for commuters seeking a centrally located rental. 513 Avenue J SE offers comfortable multi-family

  513 Ave J SE, Winter Haven, FL 33880
• 

  

  /33

  $214,900

  Sold Sep 12, 2025

  3930 Country Place, Winter Haven, FL 33880

  • 5 Beds
  • 3 Baths
  • 1,196 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $180/SF
  • 143 Days On Market

  Last Listing Agent Juan Vargas Red Rock Realty

  3930 Country Place, Winter Haven, FL 33880
• 

  /2

  Not Listed For Sale

  6210 Knotty Pine Dr SE, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1995

  6210 Knotty Pine Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 18 Days On Market
• 

  

  /31

  $294,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  Atlantic Plan at Willowbrook North, Winter Haven, FL 33881

  ATLANTIC: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atlantic plan is available in Coastal, Farmhouse or Traditional exterior designs. The front entry and the private garage entry open to the foyer with an optional drop zone. A well-appointed island kitchen is centered between the cafe and the family room with access to the lanai. The primary suite

  DRB Homes Builder

  0 Fl-544 St Unit 36849119, Winter Haven, FL 33881
• 

  

  /33

  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Condo for Rent

  100 El Camino Dr Unit 309, Winter Haven, FL 33884

  Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath condo located in a peaceful 55+ community tucked away from the main road. This spacious home features an open-concept layout with a large living and dining area, perfect for relaxing or entertaining. Enjoy your morning coffee or unwind in the beautiful Florida room overlooking a serene lagoon. The community offers a

  Chrissi Jasso ASSOCIATE REALTY

  100 El Camino Dr Unit 309, Winter Haven, FL 33884
• 

  /2

  $113,000

  Sold Mar 31, 2026

  6475 Peppertree Path NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1984

  Last Sold Summary

  • 25% Below List Price
  • $114/SF
  • 361 Days On Market

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6475 Peppertree Path NE, Winter Haven, FL 33881
• 

  

  /17

  Not Listed For Sale

  6453 Hollyberry Ln NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1985

  6453 Hollyberry Ln NE, Winter Haven, FL 33881

  Last Sold Summary

  • 37 Days On Market
• 

  

  /30

  $319,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  Atwood Plan at Willowbrook North, Winter Haven, FL 33881

  ATWOOD: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atwood plan is available in Coastal, Farmhouse or Traditional exterior designs. Adjacent the gracious foyer you'll find 2 secondary bedrooms and a full bathroom. The well-appointed, island kitchen overlooks to the cafe and adjacent family room. The primary suite boasts a large walk-in closet and an en

  DRB Homes Builder

  0 Fl-544 St Unit 36849132, Winter Haven, FL 33881
• 

  

  /14

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • House for Rent

  1203 Eagle Pond Dr, Winter Haven, FL 33884

  Spacious 2 Bedroom 2 Bathroom beautifully kept 1st floor condo at Eagle Pond in the Cypresswood Golf & Country Club. New LVP in living area and new carpet in bedrooms, an outdoor seating area, and a great floor plan. 24 hour manned security and all of the amenities you need including golf, tennis, pool, and clubhouse with restaurant and bar. Call today! This unit will not last!!!

  1203 Eagle Pond Dr, Winter Haven, FL 33884
• 

  

  /16

  $261,540

  Sold Feb 09, 2026

  2118 Chris Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $176/SF
  • 100 Days On Market

  Current Estimated Value $260,808

  Lennar Peace Creek Reserve - Estate Key Collection

  2118 Chris Dr, Winter Haven, FL 33884
• 

  

  /8

  Not Listed For Sale

  311 Donald Ln, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1991

  311 Donald Ln, Winter Haven, FL 33880

  Last Sold Summary

  • 5 Days On Market
• 

  

  /27

  $424,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  Gabriela Plan at Villa Mar, Winter Haven, FL 33884

  Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 37807417, Winter Haven, FL 33884
• 

  

  /24

  $1,750 Per Month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  5202 Waterview Way, Winter Haven, FL 33884

  A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

  Christin Davis PROPERTY MANAGEMENT OF POLK

  5202 Waterview Way, Winter Haven, FL 33884
• 

  /2

  $265,000

  Sold Nov 21, 2025

  3317 Queens Cove Loop, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 57 Days On Market

  Current Estimated Value $258,078

  Last Listing Agent Robin Moore COLDWELL BANKER REALTY

  3317 Queens Cove Loop, Winter Haven, FL 33880
• 

  /2

  Not Listed For Sale

  316 Donald Ln, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1995

  316 Donald Ln, Winter Haven, FL 33880

  Last Sold Summary

  • 17 Days On Market
• 

  

  /19

  $354,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  Mulberry Plan at Willowbrook North, Winter Haven, FL 33881

  The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

  Dream Finders Homes Builder

  0 Fl-544 St Unit 37521599, Winter Haven, FL 33881
• 

  

  /15

  $1,945 Per Month

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft
  • House for Rent

  413 Lake Ned Rd, Winter Haven, FL 33884

  ACT NOW! $500 MOVE-IN SPECIAL! Get $500 off your first month’s rent when your lease starts within 2 weeks of paying your holding fee Rent easily and live comfortably with ResiHome, a leader in single-family rentals. This refreshed, pet-friendly home in move-in ready condition has all the features and space that you and your entire family will enjoy, including state-of-the-art -appliances, stylish

  413 Lake Ned Rd, Winter Haven, FL 33884
• 

  

  /16

  $318,350

  Sold Oct 16, 2025

  3908 Giorgio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $160/SF
  • 107 Days On Market

  Current Estimated Value $315,244

  Meritage Homes VillaMar - Signature Series

  3908 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /16

  Est $129,970

  Not Listed For Sale

  2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 845 Sq Ft
  • Built 1985

  2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

  Last Sold Summary

  • 215 Days On Market
• 

  

  /15

  $315,950

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  Ruby Plan at Annabelle Estates, Lake Wales, FL 33859

  The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You’ll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three

  Richmond American Homes Builder

  4130 Old Bartow Lake Wales Rd Unit 36431535, Lake Wales, FL 33859
• 

  

  /12

  $1,600 Per Month

  • 2 Beds
  • 1.5 Baths
  • Apartment for Rent

  117 5th St NE Unit 113, Winter Haven, FL 33881

  REMODELED UNIT IN THE WINTER HAVEN LOCATION NEAR BY LEGOLAND PARK AND ACCESS TO THE CHAIN OF LAKES, EAGLE LAKE, LAKE WALES, HAINES CITY AND MORE. YOU CAN APPLY WITH $50.00 FOR THE BACKGROUND OR BRING YOUR POLICE REPORT. OWNER IS VERY FLEXIBLE WITH CREDIT AND ONLY TWO MONTHS TO MOVE. THE ELECTRIC FEE IS LOW AND THE WATER IS INCLUDED ALSO THE INTERNET IS INCLUDED ON THE RENT.

  Paola ramirez Lifestyle International Realty

  117 5th St NE Unit 113, Winter Haven, FL 33881
• 

  /2

  $229,900

  Sold Dec 05, 2025

  4792 Summerfield Cir, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $157/SF
  • 133 Days On Market

  Current Estimated Value $232,168

  Last Listing Agent Ronald Gentile ORLANDO REO PROF I INC

  4792 Summerfield Cir, Winter Haven, FL 33881
• 

  /2

  Est $314,277

  Not Listed For Sale

  4058 Island Lakes Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,086 Sq Ft
  • Built 2015

  4058 Island Lakes Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 36 Days On Market

Showing Results 561 - 600, Page 15 of 18